#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/52/2005215.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2005215
loop_
_publ_author_name
'Gunderman, B. J.'
'Squattrito, P. J.'
_publ_section_title
;
 Two Calcium Salts of o-Tolidine-6,6'-disulfonate
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1896
_journal_page_last               1901
_journal_paper_doi               10.1107/S0108270196004957
_journal_volume                  52
_journal_year                    1996
_chemical_formula_iupac          '[Ca (C14 H14 N2 O6 S2) (H2 O)4]'
_chemical_formula_moiety         'Ca 2+, C14 H14 N2 O6 S2 2-, 4H2O'
_chemical_formula_structural     '[Ca (C14 H14 N2 O6 S2) (H2O)4]'
_chemical_formula_sum            'C14 H22 Ca N2 O10 S2'
_chemical_formula_weight         482.54
_chemical_name_systematic
;
calcium o-tolidine-6,6'-disulfonate tetrahydrate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 94.29(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.003(3)
_cell_length_b                   8.896(5)
_cell_length_c                   24.832(4)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    296
_cell_measurement_theta_max      19.6
_cell_measurement_theta_min      15.0
_cell_volume                     1983.2(13)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1988)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1993)'
_computing_publication_material  TEXSAN
_computing_structure_refinement  TEXSAN
_computing_structure_solution    'MITHRIL (Gilmore, 1983)'
_diffrn_ambient_temperature      296
_diffrn_measurement_device       'Rigaku AFC6S'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.034
_diffrn_reflns_av_sigmaI/netI    0.085
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            3967
_diffrn_reflns_theta_max         24.95
_diffrn_reflns_theta_min         1.65
_diffrn_standards_decay_%        0.05
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.563
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            tan
_exptl_crystal_density_diffrn    1.616
_exptl_crystal_density_meas      ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.28
_refine_diff_density_min         -0.41
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.87
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     328
_refine_ls_number_reflns         2343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.078
_refine_ls_R_factor_obs          0.036
_refine_ls_shift/esd_max         0.26
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 4Fₒ²/σ²(Fₒ²)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.068
_refine_ls_wR_factor_obs         0.037
_reflns_number_observed          2343
_reflns_number_total             3715
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            bk1220.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 4F~o~^2^/\s^2^(F~o~^2^)' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
4F~o~^2^/\s^2^(F~o~^2^)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1983.0(10)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C14 H22 Ca N2 O10 S2 '
_cod_database_code               2005215
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'   -x,1/2+y,1/2-z'
'   -x,   -y,   -z'
'   +x,1/2-y,1/2+z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
Ca(1) .70312(8) .18035(9) .98488(3) .0250(2) Uij
S(1) .0173(1) .3335(1) 1.07777(4) .0233(3) Uij
S(2) .4885(1) .0789(1) 1.10340(4) .0251(3) Uij
O(1) .1404(3) .3268(3) 1.0429(1) .0308(8) Uij
O(2) .0007(3) .4805(3) 1.1026(1) .0335(8) Uij
O(3) -0.1206(3) .2811(3) 1.0497(1) .0327(8) Uij
O(4) .5904(3) .0981(3) 1.0611(1) .0412(9) Uij
O(5) .3490(3) .0104(3) 1.0825(1) .0372(9) Uij
O(6) .5576(3) .0018(3) 1.1499(1) .043(1) Uij
O(7) .8866(5) .2262(4) .9202(2) .054(1) Uij
O(8) .8387(4) -.0506(4) 1.0113(1) .043(1) Uij
O(9) .6641(4) .4461(4) .9770(2) .050(1) Uij
O(10) .4422(3) .2335(4) .9613(2) .045(1) Uij
N(1) -0.1497(4) -.0981(5) 1.1955(2) .039(1) Uij
N(2) .6745(4) .6122(4) 1.1340(2) .041(1) Uij
C(1) .1966(4) .1965(4) 1.1602(2) .022(1) Uij
C(2) .2144(4) .0897(5) 1.2015(2) .027(1) Uij
C(3) .1020(4) -.0080(4) 1.2150(2) .025(1) Uij
C(4) -.0349(4) -.0001(4) 1.1850(2) .023(1) Uij
C(5) -.0543(4) .1030(5) 1.1429(2) .023(1) Uij
C(6) .0584(4) .2022(4) 1.1308(1) .021(1) Uij
C(7) .3232(4) .3025(4) 1.1515(2) .024(1) Uij
C(8) .3197(4) .4471(5) 1.1733(2) .030(1) Uij
C(9) .4351(4) .5503(5) 1.1706(2) .031(1) Uij
C(10) .5592(4) .5095(5) 1.1436(2) .029(1) Uij
C(11) .5669(4) .3667(5) 1.1221(2) .028(1) Uij
C(12) .4510(4) .2637(4) 1.1264(2) .023(1) Uij
C(13) .1238(5) -0.1154(6) 1.2616(2) .041(1) Uij
C(14) .4231(6) .7019(6) 1.1965(3) .054(2) Uij
H(1) .296(4) .082(4) 1.221(1) .026 Uij
H(2) -0.136(4) .110(4) 1.124(1) .0279 Uij
H(3) .228(4) .477(4) 1.189(1) .0359 Uij
H(4) .653(4) .341(4) 1.105(1) .0337 Uij
H(5) .212(5) -0.114(5) 1.275(2) .0485 Uij
H(6) .094(4) -0.217(5) 1.248(2) .0485 Uij
H(7) .057(4) -.081(5) 1.294(2) .0485 Uij
H(8) .336(5) .708(5) 1.224(2) .0643 Uij
H(9) .362(5) .761(5) 1.176(2) .0643 Uij
H(10) .500(5) .726(6) 1.216(2) .0643 Uij
H(11) -0.140(5) -0.134(5) 1.227(2) .0464 Uij
H(12) -0.221(5) -.067(6) 1.190(2) .0464 Uij
H(13) .690(5) .672(5) 1.158(2) .0491 Uij
H(14) .770(4) .575(5) 1.127(2) .0491 Uij
H(15) .915(6) .310(5) .916(2) .0648 Uij
H(16) .893(6) .195(6) .896(2) .0648 Uij
H(17) .897(5) -.059(5) 1.037(2) .0515 Uij
H(18) .849(5) -0.113(5) .991(2) .0515 Uij
H(19) .763(5) .518(5) .972(2) .0605 Uij
H(20) .615(6) .477(7) .969(3) .0605 Uij
H(21) .389(5) .282(5) .934(2) .0538 Uij
H(22) .376(5) .178(5) .967(2) .0538 Uij
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.002 0.002 'International Tables'
H 0.000 0.000 'International Tables'
O 0.008 0.006 'International Tables'
N 0.004 0.003 'International Tables'
S 0.110 0.124 'International Tables'
Ca 0.203 0.306 'International Tables'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-2 0 -4
-2 1 -4
-2 -1 -4
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O(3) Ca(1) O(4) 1_655 ? ? 82.90(10) yes
O(3) Ca(1) O(5) 1_655 ? 3_657 146.28(10) yes
O(3) Ca(1) O(7) 1_655 ? ? 86.00(10) yes
O(3) Ca(1) O(8) 1_655 ? ? 80.80(10) yes
O(3) Ca(1) O(9) 1_655 ? ? 76.50(10) yes
O(3) Ca(1) O(10) 1_655 ? ? 133.10(10) yes
O(4) Ca(1) O(5) ? ? 3_657 105.60(10) yes
O(4) Ca(1) O(7) ? ? ? 162.00(10) yes
O(4) Ca(1) O(8) ? ? ? 76.00(10) yes
O(4) Ca(1) O(9) ? ? ? 107.80(10) yes
O(4) Ca(1) O(10) ? ? ? 77.50(10) yes
O(5) Ca(1) O(7) 3_657 ? ? 76.40(10) yes
O(5) Ca(1) O(8) 3_657 ? ? 70.30(10) yes
O(5) Ca(1) O(9) 3_657 ? ? 128.30(10) yes
O(5) Ca(1) O(10) 3_657 ? ? 80.50(10) yes
O(7) Ca(1) O(8) ? ? ? 88.20(10) yes
O(7) Ca(1) O(9) ? ? ? 83.30(10) yes
O(7) Ca(1) O(10) ? ? ? 120.20(10) yes
O(8) Ca(1) O(9) ? ? ? 156.20(10) yes
O(8) Ca(1) O(10) ? ? ? 132.90(10) yes
O(9) Ca(1) O(10) ? ? ? 69.80(10) yes
O(1) S(1) O(2) ? ? ? 113.2(2) yes
O(1) S(1) O(3) ? ? ? 111.2(2) yes
O(1) S(1) C(6) ? ? ? 106.7(2) yes
O(2) S(1) O(3) ? ? ? 112.3(2) yes
O(2) S(1) C(6) ? ? ? 107.4(2) yes
O(3) S(1) C(6) ? ? ? 105.5(2) yes
O(4) S(2) O(5) ? ? ? 111.4(2) yes
O(4) S(2) O(6) ? ? ? 112.1(2) yes
O(4) S(2) C(12) ? ? ? 105.6(2) yes
O(5) S(2) O(6) ? ? ? 113.2(2) yes
O(5) S(2) C(12) ? ? ? 108.8(2) yes
O(6) S(2) C(12) ? ? ? 105.2(2) yes
Ca(1) O(3) S(1) ? 1_655 1_655 163.4(2) no
Ca(1) O(4) S(2) ? ? ? 163.5(2) no
Ca(1) O(5) S(2) ? 3_657 3_657 131.4(2) no
C(2) C(1) C(6) ? ? ? 117.2(3) no
C(2) C(1) C(7) ? ? ? 119.0(3) no
C(6) C(1) C(7) ? ? ? 123.8(3) no
C(1) C(2) C(3) ? ? ? 123.7(4) no
C(2) C(3) C(4) ? ? ? 118.0(4) no
C(2) C(3) C(13) ? ? ? 121.8(4) no
C(4) C(3) C(13) ? ? ? 120.2(4) no
N(1) C(4) C(3) ? ? ? 120.6(4) no
N(1) C(4) C(5) ? ? ? 120.1(4) no
C(3) C(4) C(5) ? ? ? 119.3(3) no
C(4) C(5) C(6) ? ? ? 121.8(4) no
S(1) C(6) C(1) ? ? ? 122.6(3) yes
S(1) C(6) C(5) ? ? ? 117.5(3) yes
C(1) C(6) C(5) ? ? ? 119.9(4) yes
C(1) C(7) C(8) ? ? ? 118.8(3) no
C(1) C(7) C(12) ? ? ? 124.7(3) no
C(8) C(7) C(12) ? ? ? 116.4(4) no
C(7) C(8) C(9) ? ? ? 123.4(4) no
C(8) C(9) C(10) ? ? ? 118.6(4) no
C(8) C(9) C(14) ? ? ? 119.6(4) no
C(10) C(9) C(14) ? ? ? 121.7(4) no
N(2) C(10) C(9) ? ? ? 122.5(4) no
N(2) C(10) C(11) ? ? ? 117.9(4) no
C(9) C(10) C(11) ? ? ? 119.4(4) no
C(10) C(11) C(12) ? ? ? 120.9(4) no
S(2) C(12) C(7) ? ? ? 123.7(3) yes
S(2) C(12) C(11) ? ? ? 114.8(3) yes
C(7) C(12) C(11) ? ? ? 121.2(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ca(1) O(3) 1_655 2.352(3) yes
Ca(1) O(4) ? 2.331(3) yes
Ca(1) O(5) 3_657 2.405(3) yes
Ca(1) O(7) ? 2.424(4) yes
Ca(1) O(8) ? 2.454(4) yes
Ca(1) O(9) ? 2.396(4) yes
Ca(1) O(10) ? 2.424(3) yes
S(1) O(1) ? 1.457(3) yes
S(1) O(2) ? 1.459(3) yes
S(1) O(3) ? 1.454(3) yes
S(1) C(6) ? 1.778(4) yes
S(2) O(4) ? 1.456(3) yes
S(2) O(5) ? 1.456(3) yes
S(2) O(6) ? 1.444(3) yes
S(2) C(12) ? 1.781(4) yes
N(1) C(4) ? 1.392(5) yes
N(2) C(10) ? 1.417(5) yes
C(1) C(2) ? 1.397(5) no
C(1) C(6) ? 1.396(5) no
C(1) C(7) ? 1.507(5) no
C(2) C(3) ? 1.393(5) no
C(3) C(4) ? 1.393(5) no
C(3) C(13) ? 1.503(6) no
C(4) C(5) ? 1.392(5) no
C(5) C(6) ? 1.394(5) no
C(7) C(8) ? 1.397(5) no
C(7) C(12) ? 1.392(5) no
C(8) C(9) ? 1.391(5) no
C(9) C(10) ? 1.393(5) no
C(9) C(14) ? 1.502(6) no
C(10) C(11) ? 1.382(5) no
C(11) C(12) ? 1.398(5) no
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Ca(1) O(4) S(2) O(5) . . . . 69.8(7) no
Ca(1) O(4) S(2) O(6) . . . . -162.2(6) no
Ca(1) O(4) S(2) C(12) . . . . -48.2(7) no
Ca(1) O(5) S(2) O(4) . 3_657 3_657 3_657 -36.6(3) no
Ca(1) O(5) S(2) O(6) . 3_657 3_657 3_657 90.9(3) no
Ca(1) O(5) S(2) C(12) . 3_657 3_657 3_657 -152.5(2) no
S(1) O(3) Ca(1) O(5) . . . . 39.3(7) no
S(1) C(6) C(1) C(2) . . . . 179.0(3) no
S(1) C(6) C(1) C(7) . . . . 1.8(5) no
S(1) C(6) C(5) C(4) . . . . -177.5(3) no
S(2) O(4) Ca(1) O(3) . . . 1_655 110.4(7) no
S(2) O(4) Ca(1) O(5) . . . 3_657 -102.9(7) no
S(2) O(4) Ca(1) O(7) . . . . 163.1(5) no
S(2) O(4) Ca(1) O(8) . . . . -167.4(7) no
S(2) O(4) Ca(1) O(9) . . . . 37.0(7) no
S(2) O(4) Ca(1) O(10) . . . . -26.7(7) no
S(2) O(5) Ca(1) O(3) 3_657 3_657 . 1_655 -153.7(2) no
S(2) O(5) Ca(1) O(4) 3_657 3_657 . . -52.8(3) no
S(2) O(5) Ca(1) O(7) 3_657 3_657 . . 145.8(3) no
S(2) O(5) Ca(1) O(8) 3_657 3_657 . . -121.2(3) no
S(2) O(5) Ca(1) O(9) 3_657 3_657 . . 76.0(3) no
S(2) O(5) Ca(1) O(10) 3_657 3_657 . . 21.3(2) no
S(2) C(12) C(7) C(1) . . . . -3.1(5) no
S(2) C(12) C(7) C(8) . . . . 172.1(3) no
S(2) C(12) C(11) C(10) . . . . -173.2(3) no
O(1) S(1) C(6) C(1) . . . . 48.7(4) no
O(1) S(1) C(6) C(5) . . . . -131.9(3) no
O(2) S(1) C(6) C(1) . . . . -73.0(3) no
O(2) S(1) C(6) C(5) . . . . 106.4(3) no
O(3) S(1) C(6) C(1) . . . . 167.0(3) no
O(3) S(1) C(6) C(5) . . . . -13.5(3) no
O(4) S(2) C(12) C(7) . . . . 155.9(3) no
O(4) S(2) C(12) C(11) . . . . -29.8(4) no
O(5) S(2) C(12) C(7) . . . . 36.2(4) no
O(5) S(2) C(12) C(11) . . . . -149.5(3) no
O(6) S(2) C(12) C(7) . . . . -85.4(4) no
O(6) S(2) C(12) C(11) . . . . 88.9(3) no
N(1) C(4) C(3) C(2) . . . . 178.0(4) no
N(1) C(4) C(3) C(13) . . . . -4.3(6) no
N(1) C(4) C(5) C(6) . . . . -179.5(4) no
N(2) C(10) C(9) C(8) . . . . 173.2(4) no
N(2) C(10) C(9) C(14) . . . . -6.6(7) no
N(2) C(10) C(11) C(12) . . . . -174.9(4) no
C(1) C(2) C(3) C(4) . . . . 1.1(6) no
C(1) C(2) C(3) C(13) . . . . -176.6(4) no
C(1) C(6) C(5) C(4) . . . . 1.9(6) no
C(1) C(7) C(8) C(9) . . . . 175.7(4) no
C(1) C(7) C(12) C(11) . . . . -177.0(4) no
C(2) C(1) C(6) C(5) . . . . -0.4(5) no
C(2) C(1) C(7) C(8) . . . . -98.6(5) no
C(2) C(1) C(7) C(12) . . . . 76.4(5) no
C(2) C(3) C(4) C(5) . . . . 0.5(6) no
C(3) C(2) C(1) C(6) . . . . -1.1(6) no
C(3) C(2) C(1) C(7) . . . . 176.3(4) no
C(3) C(4) C(5) C(6) . . . . -2.0(6) no
C(5) C(4) C(3) C(13) . . . . 178.2(4) no
C(5) C(6) C(1) C(7) . . . . -177.7(4) no
C(6) C(1) C(7) C(8) . . . . 78.6(5) no
C(6) C(1) C(7) C(12) . . . . -106.3(5) no
C(7) C(8) C(9) C(10) . . . . 1.8(6) no
C(7) C(8) C(9) C(14) . . . . -178.3(4) no
C(7) C(12) C(11) C(10) . . . . 1.3(6) no
C(8) C(7) C(12) C(11) . . . . -1.8(6) no
C(8) C(9) C(10) C(11) . . . . -2.4(6) no
C(9) C(8) C(7) C(12) . . . . 0.3(6) no
C(9) C(10) C(11) C(12) . . . . 0.9(6) no
C(11) C(10) C(9) C(14) . . . . 177.8(4) no
